Woodside Vacations from $545

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Your Woodside Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Woodside vacation package. Check out hotels located in Midtown East, which is good for shopping, cafes and nightlife. If sightseeing is part of the plan during your trip to Woodside, check out leading attractions like Brooklyn Bridge, Yankee Stadium and Citi Field. Check out Expedia's extensive range of travel options and start planning your dream vacation to Woodside now.

The Latest Woodside vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,096, price is now $545 per person
$545
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
6.8/10 (285 reviews)
Hair dryer was broken and no one came to repair it. There was a roach. The black out curtain was stuck so I couldn't adjust it. The gasket seal on the fridge door was faulty. The sink randomly leaked. The person who checked me in was oddly aggressive just because I didn't want to sign a blank receipt. Telling me I don't know how to check into hotels as if I'm not in my late 30s...

Reviewed on Feb 21, 2026

Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $2,814, price is now $1,374 per person
$1,374
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $5,187, price is now $2,590 per person
$2,590
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,694, price is now $1,081 per person
$1,081
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,459 reviews)
Friendly and clean environment. Check-in very smooth

Reviewed on Apr 26, 2026

Elegant Harlem Suites

Elegant Harlem Suites

2 out of 5
Manhattan
Save 100% on your flight
Price was $6,358, price is now $4,058 per person
$4,058
per person
Jul 2 - Jul 8
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
7.2/10 Good! (10 reviews)
Overall, it was a nice place

Reviewed on Dec 3, 2025

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Discover the most popular places to visit in Woodside

Times Square

Times Square

New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists.

Times Square
Central Park

Central Park

Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic.

Central Park
view from top on Madison Square Garden and Empire State Building. Night Lights

Madison Square Garden

Whether you’re performing here, watching your favorite sports team or entertainer or touring the venue, you’re in for an exciting event.

Madison Square Garden

What to do in Woodside

NYC: Museum of Modern Art

NYC: Museum of Modern Art (MoMA) Entry Ticket

$30
per adult
92% of travellers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

$62
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
Edge Observation Deck at Hudson Yards

Edge Observation Deck at Hudson Yards

$43
per adult
98% of travellers recommend
Edge Observation Deck at Hudson Yards
See all activities in Woodside

Woodside Hotel Deals

Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $214 total per night from May 3 to May 4
$214 total
May 3 - May 4
Total with taxes and fees
8.6/10 Excellent! (5,441 reviews)
Our stay in New York was amazing! The hotel location is incredible and made it very easy to explore the city. The hotel itself is very good, super clean and organized, and we felt very comfortable during our stay. We loved everything! As a suggestion, it would be great if they had a minibar in the ...

Reviewed on Apr 26, 2026

Hotel Edison Times Square
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
$223 nightly
The price is $260 total per night from May 10 to May 11
$260 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (6,758 reviews)
I stayed at this hotel every week for about 4 months because of my job. The best thing about this hotel is that it’s close to everything. Grand Central Terminal is right next door. Times Square is in walking distance. The subway, metro north and the Long Island Railroad is next door. 5 th avenue ...

Reviewed on Apr 26, 2026

Hyatt Grand Central New York
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
481 Eighth Ave. New York NY
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $184 total per night from May 25 to May 26
$184 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (6,656 reviews)
Staff was welcoming as always! Every time we come to the city, we always stay here for the convenience of distance to Penn and MSG! We’ve been staying here since 2022 for concerts and I can’t say enough about how nice everyone always is and the comfort of the stay!

Reviewed on Apr 26, 2026

NEW YORKER BY LOTTE HOTELS
See all 13,340 properties in Woodside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Woodside Vacation Packages

Woodside Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
42,000
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Rockefeller Center, Metropolitan Museum of Art and Bronx Zoo

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Frequently asked questions

How much does a Woodside vacation package cost?
You'll find cheap prices from $545 on Expedia for your Woodside break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Woodside costs.
What are the cheapest months to go to Woodside?
January, June and December are great times to look for cheap Woodside vacation packages. Opting to travel in quieter periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Woodside?
The ideal length of your Woodside vacation depends on what you'd like to see. Generally, a few days to a week will give you time to check out all the main sights and discover some hidden spots along the way.
How to find the best Woodside package deals?
Use Expedia's handy filters to find some great Woodside package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Woodside package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Woodside vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations separately. Better still, you can tailor your Woodside getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Woodside?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Woodside adventure.
How to plan a trip to Woodside?

  1. Pick your dates: The things you plan to do in Woodside and your preferred season can help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Woodside.
  3. Use Expedia's trip planning tool to discover Woodside: Research every part of your trip to Woodside with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Work out your trip length: Consider how much time you'd like to spend exploring Woodside. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Woodside vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Have a look at our dedicated travel guide to find some incredible things to do in Woodside. Book tickets or make reservations before you go to save time and avoid the stress of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Woodside vacation packages?
Secure your perfect trip to Woodside with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up cheap deals before they sell out.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.